Being in sales, we experience challenges on a daily basis. One of the bigger frustrations is having a great quarter or year and then seeing the dial goes back to zero, knowing you need to start all over again. It’s what we all sign up for, but that doesn’t make it any easier of a pill to swallow. As a sales leader, one of the biggest challenges can be motivating reps to maintain consistency. Keeping reps motivated to successfully climb the mountain each quarter is not a one size fits all approach. For some reps, it’s providing growth and development opportunities that keep them driving, for others it’s SPIFs and recognition that helps them get where they need to be. Finding a way to effectively manage your time can be another big frustration. At times, the sheer number of responsibilities on our plate can feel overwhelming. It’s hard when everyone seems to need something from you and there aren't enough hours in the day. I’ve found that it’s important to be as highly organized as possible, prioritize tasks, learn your productivity patterns, block out calendars to complete important activities and schedule breaks to refresh.

Another topic that is always top of mind for sales leaders, and their recruiting teams, is their employee retention scores. It is a massive expense to organizations when they see talent leave, whether regrettable or not, and have to spend resources recruiting, enabling and eventually filling that seat. Programs, behaviours and approaches that may help keep your teams intact and excited about their role, can include: - providing new challenges and opportunities. This can come in many forms of internal career growth avenues, including progression through the sales segments, offering leadership opportunities, and/or programs and resources made available for personal development. - Engaging with your employees on a regular basis. Demonstrate to your teams that their feedback is welcomed, valued and encouraged. You've seen this done with internal 'employee engagement' surveys, 'ask me anything' panels with leadership, and of course it all started back in my early days with the physical 'suggestion box' (dating myself slightly). - Expand your 1:1's to be more than just about deals and quota. There is more to a seller than their ability to sell. Think of what 'behaviors' you want your team to excel at..are they good collaborators with cross functional teams? Are they a good team member and help mentor new members and don't shy away from sharing learnings? Do they show up prepared, educated, and lead with the customer first? Also, think of what sales 'competencies' you want to ensure the team excels at, such as being strong at doing 'discovery', they have the ability to tell compelling customer stories, and are they doing account plans for their tier 1 accounts?. If you build a team with strong sales 'behaviors' and 'competencies', the quota retirement will come. - Celebrate and acknowledge. Celebrate both big and small things within the sales org, and set up a recognition program outside of your 'Presidents Club' (or equivalent). Everyone responds well to their positive acknowledgment and reinforcement.

I am a firm believer of meritocracy. So when it comes to pay raise especially in sales roles it should be very black and white for a sales rep to determine when would they qualify for a pay raise. It should be very easy for sales people to chart out their salary hikes based on their performance. The more consistent you are in delivering and over achieving your targets, the faster you should get to your pay raise. Needless to say, that there is no compromise when it comes to ethics and integrity when you are achieveing your targets.

This answer is purely based on opinion, so please keep this in mind. I believe that any new tactics and strategies need to be relevant to the sales methodology set by the enablement team. Why? Reps, especially those that are "green" to the field, need a repeatable, consistent skill development structure. Additionally, this methodology should be where onboarding, ongoing reinforcement training, and content should map to. Adding new sales tactics and strategies are most effective for experienced reps who have already mastered their own selling methods. This doesn't mean you shouldn't or can't share some cool articles or resources for these new tactics and strategies - especially cool non-enablement resources and tools they can use to implement those methodology-mapped skills. A good example of this is how to sell through social media, where selling skills like good discovery, creating interest, and driving the next steps, etc. can still be incorporated into this new selling channel. Sharing knowledge should be part of the Sales culture. However, enablement programming should prioritize established methodologies for consistency and to make your impact measurement as easy as possible. 

Good question! When it comes to motivation, at any stage & maturity of a sales organization, you need to make sure: 1. Purpose - your sales team understands the mission & objectives of the organizations, feels connected to the purpose of what you are trying to acheive, and most importantly, can see how their work directly impacts progress towards company goals 2. Compensation - your sales team is well compensated and that the components of that make up compensation (base salary, variable inventives, bonuses/accelerators, equity, etc.) all work together to reward the behaviors required to acheive the output the company needs 3. Development - you are continually investing in the growth of your people. All top performers want to continue to learn, grow, improve, and ultimately master their craft. Look for those opportunities to expand the experience of your team, be generous with your feedback, and invest in coaching at every chance you get. That said, as companies & teams scale, the mechanisms & resources you have to impact motivation also evolve. Early Stage Companies & Less Mature Sales Organizations are usually focused on trying to find product-market fit and build a go-to-market motion to support it. During this phase, compensation plans need to be simple, aligned more to behaviors than outcomes, and reward progress. There is generally a greater need to ensure alignment and connection to "Purpose", and leaders should create opportunities for their salespeople to engage with cross-functional executives, influence the product roadmap, etc. If you are looking for a first compensation plan for your SaaS sales team, Jason Lemkin's framework can provide a great starting place. Mid-to-Late Stage Companies & More Mature Sales Organizations can then evolve to dedicate more resources to invest in their salespeople in different ways. Things like more formal career pathing, mentorship, and management development courses become table stakes. Salespeople will have opportunities to work with larger companies, build bigger deals, and raise their skillset. And compensation can shift to allow for additional rewards and incentives through SPIFs and President's Club.

So much of the sales KPI tracking has been automated (# meetings, Pipeline generated, funnel progression) so I find the manual ones more difficult to track, but move the needle the most. ie: how many on-sites did a rep conduct this quarter? It's a manual process for reps to log into a CRM and update a meeting field as "in person" and often gets over looked in an organization. There is no substitute for in person meetings. Another example that's difficult to track things like how many new business units or contacts from other business units you broke into in a month, quarter, or year.

As a Sales professional we are often under a lot of pressure to close deals and meet our targets. If you're not careful you can quickly burnout especially when quotas reset each month or quarter. Over the years I’ve had to become more intentional in creating boundaries and finding new ways to recharge. Here are some ways that I’ve found success to prevent burnout and recharge: 1. Prioritize self-care: Prioritize self-care activities such as exercise, meditation, and getting enough sleep. Pay yourself first physically and mentally to stay energized and focused. 2. Take breaks: Take regular breaks throughout the day to rest and recharge. This could include going for a walk, having lunch with a friend, or breathwork between meetings. I also plan a trip each quarter to make sure I'm spending quality time with the family. 3. Set Boundaries: Improving my time management skills and creating clear boundaries between working hours and personal/family time. This can help you prioritize tasks and manage your workload more effectively.

There needs to be a problem to solve. Begin by finding out what problem exists. Then, * Create a clear problem statement * Define the current vs. desired future state * Outline KPIs/metrics you want the program to impact * Build an MVP to shop around with sellers & sales leaders * Ensure you have sponsorship & buy-in from your sales leaders & teams * Deliver the program * Capture feedback * Iterate & repeat

The simple answer is that I didn't. However, it didn't take long for me to realize that in order for me to accomplish what I was driving on personally (both internally, as I thought about promo paths at the companies I've worked for and externally, when selling into other companies), I needed to ensure that I understood what the respective C-Suite cared about and find a way to tie my goals to their goals. For example, when thinking about my career progression, I make sure to align the projects and initiatives I am focused on to build out my body of work aren't just things I'm passionate about, but also things that align to the strategic focuses of the business set by our C-Suite. This leads to real impact, natural exposure with executive leadership and great reason for promo, which solves for my goals of career progression and their goals of business impact. When selling externally, I work with my team to ensure, as early in our discovery phase as possible, that we understand who the DMs are (typically C-Suite) and what they care about, so that the use cases and story-telling we lean on throughout our sales process align to the problems their C-Suite wants to solve. This is what gets contracts signed. Also, if you are able to offer a solution to a business problem vs. an IC's problem, you are far more likely to get direct access to the C-Suite, which is critical given they are the ultimate DM.

SDR leaders have a plethora of data to work with, but sometimes it is hard to know where to look. A good starting point is to map out your funnel and ensure you have a metric that measures both quantity and quality to determine which steps of the action are below expectations. Take cold calling as an example. In general, the key metric to evaluate the success of your cold calls is the number of cold calls required to book a demo or the percent of calls that result in a demo. Say you are seeing that it takes you 100 calls to book a demo, but you know your industry average is half that. You might be tempted to jump in and do some mock call scenarios, but what if the problem is not your team’s live cold call execution? Your training may not improve your team’s success rate. You must first map out the steps of successfully sourcing a demo from a cold call. 1. Place the call 2. Have the prospect answer 3. Have the prospect agree to a demo 4. Have the demo occur Each of these steps will have its own benchmark that you can compare your rate to. Say you see that you have a very low answer rate, but convert one in three answered calls to a demo. In this case, mock call training won’t effectively raise your demo booked rate. Instead, you may want to train your team on how to mark good numbers and avoid multiple calls to known bad numbers, how to call at effective times, or even look at better lead data options. When looking at any metric, make sure you are gauging both quantity (are you making enough cold calls) and quality (are those calls being answered and are those conversations turning into live deals).